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767840

Zinc difluoromethanesulfinate

Name: Zinc difluoromethanesulfinate
Brand: ALDRICH

95%

Synonym(s):

Bis(((difluoromethyl)sulfinyl)oxy)zinc, 1,1-difluoro-methanesulfinic acid zinc salt (2:1), Baran difluoromethylation reagent, DFMS

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About This Item

Empirical Formula (Hill Notation):

C₂H₂F₄O₄S₂Zn

CAS Number:

1355729-38-2

Molecular Weight:

295.55

NACRES:

NA.22

PubChem Substance ID:

329767342

UNSPSC Code:

12352103

MDL number:

MFCD23134675

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Properties

Quality Level

100

assay

95%

form

solid

reaction suitability

reaction type: C-C Bond Formation, reaction type: Fluorinations, reagent type: catalyst
reaction type: C-H Activation, reagent type: diversification reagent

functional group

fluoro, sulfinic acid

storage temp.

2-8°C

SMILES string

FC(F)S(=O)O[Zn]OS(=O)C(F)F

InChI

1S/2CH2F2O2S.Zn/c2*2-1(3)6(4)5;/h2*1H,(H,4,5);/q;;+2/p-2

InChI key

UGEYAPVLXKEKMP-UHFFFAOYSA-L

Description

General description

Zinc difluoromethanesulfinate is a reagent widely used to incorporate difluoromethyl functionality onto biologically significant structural motifs. It is used to difluoromethylate compounds such as heteroarenes, thiols, enones, and α, β‐unsaturated carboxylic acids.

Material is complexed with up to 1 equivalent of ZnCl₂

Application

Zinc difluoromethanesulfinate (DFMS) is part of a zinc sulfinate toolbox developed by Phil Baran for the simple and rapid diversification of heterocycles.†

Practical and Innate Carbon-Hydrogen Functionalization of Heterocycles

DFMS is a new reagent for direct difluoromethylation of organic substrates via a radical process. This mild, operationally simple, chemoselective, and scalable difluoromethylation method is compatible with a range of nitrogen-containing heteroarene substrates of varying complexity as well as select classes of conjugated p−systems and thiols.†

A New Reagent for Direct Difluoromethylation

Learn More at the Professor and Product Portal of Professor Phil S. Baran.

Other Notes

Frequently Asked Questions are available for this Product.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Articles

Baran Diversinates™

Rapidly diversify (hetero)aromatic scaffolds for chemical industry needs amid resource and time constraints, ensuring efficiency.

Global Trade Item Number

SKU	GTIN
767840-100G	04061833301654
767840-100MG	04061833231203
767840-10G	04061833433171
767840-1G	04061832924380